Personally, (operating in such a circumstance), I leave it up to the corporate lawyers to work out. As far as I'm concerned, I'm carrying employees and customers/visitors of the company of official business of the company... Everything else is above my pay grade.

The only thing that I know we are asked to provide is information about our operating costs (hourly).

If an owner is asking for your opinion about such an operation, I would highly recommend that you take Rick's advice and find a lawyer that is well versed in both aviation regulations as well as tax law. There can be some complicated issues from a tax standpoint as well, particularly if you are carrying employees for non-business purposes.